A Room Temperature Preparation of Alkenyllithiums by Lithium-Halogen Exchange between Alkenyl Iodides andn-BuLi in Hydrocarbon Solvents

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Abstract
Stereospecific lithium-halogen exchange of alkenyl iodides was performed upon treatment with butyllithium in non-polar solvents such as hexane, benzene, and toluene at 25 °C to provide alkenyllithiums quantitatively with retention of the configuration. An addition of electrophile to the lithium compounds gave the corresponding functionalized alkenes in good yields.

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